Cas no 118000-39-8 (2-Chloromethyl-5-methyl-imidazo1,2-apyridine)

2-Chloromethyl-5-methyl-imidazo[1,2-a]pyridine is a heterocyclic compound featuring a chloromethyl substituent at the 2-position and a methyl group at the 5-position of the imidazo[1,2-a]pyridine scaffold. This structure serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmacologically active molecules. The chloromethyl group offers reactivity for further functionalization, enabling the introduction of diverse substituents via nucleophilic substitution or cross-coupling reactions. Its imidazo[1,2-a]pyridine core is of interest in medicinal chemistry due to its presence in compounds with demonstrated biological activity. The product is typically employed in research settings for the development of novel therapeutic agents or as a building block in heterocyclic chemistry.
2-Chloromethyl-5-methyl-imidazo1,2-apyridine structure
118000-39-8 structure
Product Name:2-Chloromethyl-5-methyl-imidazo1,2-apyridine
CAS No:118000-39-8
MF:C9H9ClN2
MW:180.634160757065
MDL:MFCD03419474
CID:131716
PubChem ID:957612
Update Time:2025-06-07

2-Chloromethyl-5-methyl-imidazo1,2-apyridine Chemical and Physical Properties

Names and Identifiers

    • Imidazo[1,2-a]pyridine,2-(chloromethyl)-5-methyl-
    • 2-(chloromethyl)-5-methylimidazo[1,2-a]pyridine
    • 2-(chloromethyl)-5-methyl-4-hydroimidazo[1,2-a]pyridine
    • 2-(chloromethyl)-5-methyl-imidazo[1,2-a]pyridine
    • Imidazo[1,2-a]pyridine, 2-(chloromethyl)-5-methyl- (9CI)
    • DTXSID60359309
    • SCHEMBL102052
    • 2-chloromethyl-5-methyl-imidazo[1,2-a]pyridine
    • 2-CHLOROMETHYL-5-METHYLIMIDAZO[1,2-A]PYRIDINE
    • 118000-39-8
    • MFCD03419474
    • Z57090540
    • 2-(chloromethyl)-5-methylimidazo[1,2-a]-pyridine
    • AKOS000160861
    • EN300-31259
    • JDCPXRGFZRCZBD-UHFFFAOYSA-N
    • AB14496
    • DB-116361
    • STK408851
    • 2-Chloromethyl-5-methyl-imidazo1,2-apyridine
    • MDL: MFCD03419474
    • Inchi: 1S/C9H9ClN2/c1-7-3-2-4-9-11-8(5-10)6-12(7)9/h2-4,6H,5H2,1H3
    • InChI Key: JDCPXRGFZRCZBD-UHFFFAOYSA-N
    • SMILES: ClCC1=CN2C(C)=CC=CC2=N1

Computed Properties

  • Exact Mass: 180.04500
  • Monoisotopic Mass: 180.0454260g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 163
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 17.3?2

Experimental Properties

  • PSA: 17.30000
  • LogP: 2.38150

2-Chloromethyl-5-methyl-imidazo1,2-apyridine Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 2-Chloromethyl-5-methyl-imidazo1,2-apyridine

Introduction to 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8)

2-Chloromethyl-5-methyl-imidazo1,2-apyridine, with the chemical identifier CAS No: 118000-39-8, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the imidazopyridine class, a structural motif known for its broad spectrum of biological activities. The presence of both chloromethyl and methyl substituents on the imidazopyridine core enhances its reactivity, making it a valuable intermediate in the synthesis of various pharmacologically active molecules.

The imidazo1,2-apyridine scaffold is a privileged structure in medicinal chemistry, frequently employed in the development of drugs targeting different biological pathways. The chloromethyl group introduces a reactive site for nucleophilic substitution reactions, enabling the facile introduction of diverse functional groups. This reactivity has been exploited in the synthesis of bioactive molecules, including kinase inhibitors, antiviral agents, and other therapeutic compounds.

In recent years, there has been a surge in research focused on developing novel heterocyclic compounds with enhanced pharmacological properties. The 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8) has been investigated for its potential applications in drug discovery. Studies have highlighted its role as a key intermediate in the synthesis of small-molecule inhibitors targeting various diseases. For instance, derivatives of this compound have shown promise in inhibiting specific enzymes involved in cancer progression.

One of the most compelling aspects of 2-Chloromethyl-5-methyl-imidazo1,2-apyridine is its versatility in chemical modifications. The chloromethyl group can be readily converted into other functional groups such as alcohols, amines, and thiols through nucleophilic substitution reactions. This flexibility allows chemists to tailor the compound's properties for specific applications. Additionally, the methyl group at the 5-position contributes to steric and electronic effects that can influence the compound's binding affinity to biological targets.

Recent advancements in computational chemistry have further facilitated the design and optimization of imidazopyridine derivatives like 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8). Molecular docking studies have been employed to predict the binding modes of these compounds with target proteins. These studies have provided insights into how structural modifications can enhance potency and selectivity. For example, computational modeling has suggested that introducing specific substituents can improve binding interactions with enzymes such as kinases and phosphodiesterases.

The synthesis of 2-Chloromethyl-5-methyl-imidazo1,2-apyridine involves multi-step organic transformations that highlight its synthetic utility. The process typically begins with the condensation of appropriate precursors to form the imidazopyridine core. Subsequent functionalization steps introduce the chloromethyl and methyl groups at strategic positions on the ring system. These synthetic routes have been optimized for high yield and purity, ensuring that researchers can obtain sufficient quantities of the compound for further studies.

In terms of biological activity, preliminary studies on 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8) have revealed promising results. The compound has demonstrated inhibitory effects on certain enzymes associated with inflammatory responses and cell proliferation. These activities make it a potential candidate for further development into therapeutic agents. Additionally, its ability to cross cell membranes suggests that it may be suitable for oral administration, which could enhance patient compliance.

The development of novel drug candidates is an iterative process that involves extensive testing to evaluate safety and efficacy. 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8) represents an early stage in this process but holds significant promise due to its unique structural features and observed biological activities. Future research will focus on optimizing its pharmacokinetic properties and exploring its potential in preclinical models.

The role of imidazopyridine derivatives in drug discovery continues to expand as new synthetic methods and computational tools become available. The reactivity and versatility of compounds like 2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8) make them invaluable tools for medicinal chemists seeking to develop innovative therapies. As research progresses, it is expected that more derivatives will emerge with improved pharmacological profiles suitable for treating various diseases.

In conclusion,2-Chloromethyl-5-methyl-imidazo1,2-apyridine (CAS No: 118000-39-8) is a fascinating compound with significant potential in pharmaceutical research. Its unique structural features and reactivity make it a valuable intermediate for synthesizing bioactive molecules. With ongoing advancements in synthetic chemistry and computational biology,imidazopyridine derivatives like this one are poised to play a crucial role in the development of next-generation therapeutics.

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